5'-cyclobutyl-3'H-spiro[cyclohexane-1,1'-furo[3,4-c]pyridine]-3',4'(5'H)-dione

ID: ALA4741980

PubChem CID: 162645494

Max Phase: Preclinical

Molecular Formula: C16H19NO3

Molecular Weight: 273.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1OC2(CCCCC2)c2ccn(C3CCC3)c(=O)c21

Standard InChI:  InChI=1S/C16H19NO3/c18-14-13-12(7-10-17(14)11-5-4-6-11)16(20-15(13)19)8-2-1-3-9-16/h7,10-11H,1-6,8-9H2

Standard InChI Key:  KEAYLWILXJHIQN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    4.1685   -6.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -6.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9414   -6.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3442   -7.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1614   -7.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5758   -6.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -6.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3591   -5.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -4.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -3.8755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485   -5.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9486   -5.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1714   -4.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6910   -5.5139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9190   -4.0756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3621   -5.1037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0710   -4.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8634   -4.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0772   -4.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2885   -3.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
 12  9  1  0
 11  7  1  0
  7  8  2  0
  8 16  1  0
 16  9  1  0
  9 10  2  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14  1  1  0
  1 11  1  0
 13 15  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741980

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 273.33

Molecular Weight (Monoisotopic): 273.1365

AlogP: 2.90

#Rotatable Bonds: 1

Polar Surface Area: 48.30

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.32

CX LogD: 2.32

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: 0.32

References

1. Hayek S,Pietrancosta N,Hovhannisyan AA,Alves de Sousa R,Bekaddour N,Ermellino L,Tramontano E,Arnould S,Sardet C,Dairou J,Diaz O,Lotteau V,Nisole S,Melikyan G,Herbeuval JP,Vidalain PO.  (2020)  Cerpegin-derived furo[3,4-c]pyridine-3,4(1H,5H)-diones enhance cellular response to interferons by de novo pyrimidine biosynthesis inhibition.,  186  [PMID:31740051] [10.1016/j.ejmech.2019.111855]

Source

Source(1):

• Scientific Literature